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Brookline MA Homes for Sale

Below, explore luxury homes for sale in Brookline, MA. Be sure to register an account so that you have the ability to save your favorite listings and get notifications when similar properties enter the market. You can also search all Boston area real estate using our advanced search tool.

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10-12 Greenway Court Brookline MA 02446

Brookline, MA10-12 Greenway Court

Price$15,750,000

Est. Mortgage: $/month

MLS Number 72857229

  • Multi-Family 5+ Family - 5+ Units Up/Down
  • Bedrooms 99
  • Bathroom 198
  • Square Feet 20,347

Presenting 10-12 Greenway Court, a boutique 14-unit 100% market rate apartment building located in the heart of Brookline, Massachusetts. The property consists of 14 units and 14 parking spaces. The property is situated on a quiet side street in the coveted Coolidge Corner neighborhood of Brookline, an affluent highly sought-after town bordering Boston to the west that boasts one of the best school systems in the country. The property is located 1 block from the MBTA Green Line Station and the location offers residents immediate access to the area's major employers, academic institutions, shops, dining and entertainment destinations.

Listed by Christopher Sower, Cushman & Wakefield

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%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1004-1016 Beacon Street Brookline MA 02446
Contingent

MLS Number 72768897

  • Commercial
  • Square Feet 16,588
  • Acreage 0.58

We are proud to present for sale the generational investment opportunity to purchase prime retail at 1004-1016 Beacon Street in Brookline, Massachusetts. This 16,500 +/- SF single-story retail building on over 25,000 SF of land sits in a trophy location with the MBTA Green Line stopping right in front of the building and with Boston University, Fenway Park, and the internationally renowned Longwood Medical Area just moments away. This property is currently configured as five separate retail spaces most recently occupied by a significant regional bank, the national coffee chain Dunkin', the national hardware chain True Value Hardware store, and two local restaurant spaces. The property is uniquely positioned for the market with all leases expiring by October 31, 2021, giving the new owner the rare opportunity to reposition the asset, lease as existing spaces or potentially combinie the separate retail spaces spaces to create one 16,500 +/- SF space, impossible to find in Brookline.

Listed by Gregg M. Leppo and Todd Glaskin, Coldwell Banker Realty - Newton

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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125 Yarmouth Road Brookline MA 02467

MLS Number 72827895

  • Single Family Detached
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 8,500
  • Acreage 0.93

Welcome to Chestnut Hill's most sought after neighborhood set in the thick of privacy. This home has been completely updated w/ a fabulous open layout & luxurious finishes. An impressive 2 story foyer w/ Barreled ceiling opens to the elegant LR w/ gas fireplace & large DR w/ tray ceilings. The gourmet eat in kitchen w/ center Island & breakfast room is open to the massive family room w/ surround sound & French doors to the patio & substantial backyard. An office, mudroom, butler's pantry & 2 powder rooms complete the 1st floor. On the 2nd floor is the generously sized primary bedroom suite w/ dblsided fireplace, sitting room w/ secluded balcony, large marble spa like bath w/ dblvanity, jacuzzi tub & steam shower complimented by 2 custom walk in closets. There are 5 add'l bedrooms w/ en suite baths, playroom, laundry room & 3rd floor finished space. Home gym, media room & bonus room w/ en suite bath complete the lower level. Convenient to Boston & Brookline shops, restaurants & schools.

Listed by Maggie Gold Seelig and Rachel Goldman, MGS Group Real Estate LTD

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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59 High Street Brookline MA 02445

Brookline, MA59 High Street

Price$8,388,888

Est. Mortgage: $/month

MLS Number 72844467

  • Single Family Detached
  • Bedrooms 7
  • Bathroom 8
  • Square Feet 7,450
  • Acreage 0.5

If you are a city buyer but are finding 8M does not get you much, consider the 8 min drive to the most amazing property with hyper luxury features. Multiple gardens encasing the property. New Construction 2020. Over 3,000 Sq. feet was added. Perfection is the only word to describe this stunning property. Ideal for the urban family who wants a city lifestyle but demands an outdoor experience that is breathtaking. Pool capable. The rear terrace has a Wolf Grill , Sub-Zero and an ashlar stone wall that exudes quality. Heated garage has a 100 amp Tesla charging station, wifi, cameras, alarm system. The driveway is not completed for a commercial generator upgrade. Second floor has a 600 sq foot heated Ipe deck with 25 trees in custom cedar planters, cameras and wifi. Unlimited interior upgrades with high-end features. Radiant & Hydro heat on all 4 floors, 5 wolf ovens, 4 Sub-Zeros , 3 washers/dryers, 2 dishwashers, new sewer, 2 inch water line, 4 inch gas line, 400 amps electric buried.

Listed by Lisandra Wilmott, Wilmott Realty

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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24 Green Hill Road Brookline MA 02445

Brookline, MA24 Green Hill Road

Price$7,750,000

Est. Mortgage: $/month

MLS Number 72862659

  • Single Family Detached
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 6,940
  • Acreage 1

Nestled into the hillside at the end of a private road, this 6-bedroom contemporary home provides the perfect setting for quiet, uninterrupted living. Consistent renovations have taken place within the past 10 years. Sited on over an acre of sweeping lush lawns and gardens, this home is perfect for entertaining large gatherings. Beautifully appointed and sun-filled throughout, most rooms on the main level connect to multiple terraces, ideal for outdoor seasonal entertaining. Special amenities include a home theater, wine cellar, gym, and an au-pair suite with separate entrance and patio. Broker open house - Wednesday, July 14th, 11 am - 1 pm.

Listed by Micéal & Conor Chamberlain, Historic Homes, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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33 Leicester Street Brookline MA 02445

Brookline, MA33 Leicester Street

Price$6,600,000

Est. Mortgage: $/month

MLS Number 72811229

  • Single Family Detached
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 6,556
  • Acreage 0.67

One of the most extraordinary homes in Brookline's Fisher Hill, this spectacular 5 bed, 4 full and 1 half bath home offers exquisite modern living behind a traditional historic façade. This meticulously renovated home, extending over 6,500 square feet of living space, has been utterly transformed, blending stunning design with a crisp contemporary aesthetic and seamless indoor-outdoor living. Within the c. 1895 exterior, this exceptional residence delivers a thoughtful live-work-play balance with all of the comforts expected from a high-end renovation. Situated on a spectacular .68 acre landscaped lot with pool, the home's idyllic outdoor oasis has been beautifully landscaped and terraced, perfectly poised for entertaining. This property offers a quiet estate setting close to the conveniences of city living. A walk to Runkle, Brookline High, and central to other top area schools. Ideal for commuters, this location provides a quick drive to Longwood Medical, Boston and Cambridge.

Listed by Hilary Maddox and Taylor Lattari, Compass

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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54 Fairmount Street Brookline MA 02445

Brookline, MA54 Fairmount Street

Price$5,850,000

Est. Mortgage: $/month

MLS Number 72785276

  • Single Family Detached
  • Bedrooms 9
  • Bathroom 7
  • Square Feet 6,738
  • Acreage 1.28

Sited on 1.28 acres in Brookline's coveted 'Estate Area', this classic c.1928 Georgian Colonial-style residence extends over 6,700SF offering traditional beauty and grace. The architectural highlights feature expansive windows, detailed millwork and a gracious open layout that combines large scale entertaining with family comfort. The heart of the home includes a stunning seating area accented by 3 sets of french doors. This versatile and sunny space connects the 1st floor's living and dining rooms, eat-in kitchen and cozy family room. The 2nd and 3rd floors are made up of 9BDs, 5BAs, an office and playroom. The secluded hilltop estate is enhanced by spectacular mature trees, extensive lawn, swimming pool, and an ideal southern exposure. Tucked behind the newly renovated Brookline Reservoir Park, this incredible location offers a completely private setting central to the area's top schools and universities and convenient to Longwood Medical, Boston, Cambridge, Logan Airport and Rt128.

Listed by Hilary Maddox and Taylor Lattari, Compass

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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50 Sargent CROSSWAY Brookline MA 02445

Brookline, MA50 Sargent CROSSWAY

Price$5,850,000

Est. Mortgage: $/month

MLS Number 72865335

  • Single Family Detached
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 6,215
  • Acreage 1.34

Built in 1925, this substantial and unique Tudor-style home presents an exciting and rare opportunity in the Sargent Trust neighborhood for an idyllic home in a discreet setting. Original period details remain throughout this well-maintained residence and beautiful architecture is highlighted both inside and out. With gracious living spaces, 6 large bedrooms, 5 full and 2 half bathrooms, indoor pool, spacious exercise room, meditation room, wine room, cedar closet, and greenhouse, this home is indeed a sanctuary. The property is on a ~1.34-acre lot in a tranquil setting surrounded by mature trees and ample outdoor spaces and abuts conservation land for the ultimate private setting within nature. “Sargent Estates” is one of Brookline's most sought-after residential areas with quiet streets and pond to enjoy, along with a convenient commute to local area independent and public schools and all Boston and Chestnut Hill has to offer.

Listed by Maggie Gold Seelig and Rachel Goldman, MGS Group Real Estate LTD

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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66 Cutler Lane Brookline MA 02467

MLS Number 72791584

  • Single Family Detached
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 7,117
  • Acreage 0.57

PRICE IMPROVEMENT! Located in Estate area of Brookline, at the end of a private way. Elegant residence offers privacy & functionality for today's modern living. On over 1/2 acre, gracious home combines beautifully landscaped grounds with thoughtfully designed outdoor spaces. Spectacular sun-filled 2 story entry foyer. Living & dining room has open floor-plan w/ 9ft. ceilings & french doors. Surrounded by windows, breakfast rm. leads into expansive gourmet kitchen. Adjoining family room. w/ 2 sided gas fireplace & french doors lead out to bluestone patio. Exquisitely appointed new first floor master-suite w/gas fireplace walk-in closets & laundry. Handsome study on this level. 2nd fl has 4 bdrms. 3 full baths & large home office or 6th bdrm. 3rd fl.has full gym. LL has huge game room & full bathrm. State-of-the-art outdoor kitchen, stone fireplace & fire-pit. Level area for pool. 3 car gar. Heath school. Close to top private schools, shops & eateries. Easy access to Boston & Cambridge.

Listed by Robin Allen, William Raveis R. E. & Home Services

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4 Channing Road Brookline MA 02445

Brookline, MA4 Channing Road

Price$4,950,000

Est. Mortgage: $/month

MLS Number 72870577

  • Single Family Detached
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 5,957
  • Acreage 0.49

Exquisite, totally renovated 5+ bedroom home on Fisher Hill! A custom renovated brick home is situated on a large corner lot with generous south facing yard with a bluestone patio. A thoughtful layout offers a top-of-the-line eat in kitchen/family room with abundant storage, large island & a sunny southern exposure with supplemental refrigeration, a massive pantry, and wine storage. Banquet sized living room has been elegantly restored with original leaded glass doors that open into a beautiful study. A large dining room offers restored paneling, a beautiful southern exposure and direct access to the kitchen/family room. A wide & elegantly restored staircase features a large window and leads to the private bedroom level of the home. The 2nd floor is complete with 5 bedrooms including a sumptuous primary suite with vaulted ceilings, custom walk in closet & elegant 5-piece bath. A completely finished lower level offers a media room, play area and 2nd laundry room.

Listed by Michael Harper and Maggie Gold Seelig, MGS Group Real Estate LTD

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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132 Carlton Street Brookline MA 02446

Brookline, MA132 Carlton Street

Price$4,680,000

Est. Mortgage: $/month

MLS Number 72820462

  • Single Family Detached
  • Bedrooms 11
  • Bathroom 11
  • Square Feet 10,792
  • Acreage 0.27

Opportunity for a visionary ! Sophistication, Beauty, and Charm! One-of-a-kind 1908 built mansion in Brookline's Cottage Farm Historic District. Impressive French Beaux-Arts style designed by Boston architects Kilham & Hopkins. Mahogany millwork, high ceilings, dramatic curved staircase, and beautiful craftsmanship of the past century. French pocket doors, stately-proportioned rooms, oversized kitchen with pantry prep area, built-in window seats, and an elevator. Stucco & stone exterior. Garage parking and deeded parking space. Residence offers its new owners the opportunity to design and execute a renovation for a unique generational home. Fantastic location, convenient to Whole Foods, Tatte Bakery, Down Under Yoga Studio & other shops on Beacon at St. Mary's. Proximity to Back Bay, Longwood Medical Area, Fenway Park, Coolidge Corner & BU. Property offered As is. Merits and deserves renovation. Roof has been replaced in December 2019.

Listed by Esin Susol and Esin Susol Team, Castles Unlimited®

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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153 Babcock Street Brookline MA 02446

Brookline, MA153 Babcock Street

Price$4,500,000

Est. Mortgage: $/month

MLS Number 72793511

  • Single Family Detached
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 5,208
  • Acreage 0.12

This luxurious, single-family home, designed by Colin Smith Architecture and interior designer Kristen Conrad, boasts over 5,000 square feet of living space, including five bedrooms and five and a half baths. The first level offers a spacious, open floor plan with a formal living room, luxurious kitchen, dining room and great room with fireplace. The second and third level host all five bedrooms, with three bedrooms on the second level, including an impressive primary suite with walk-in closet and ensuite bath. Two bedrooms with ensuite baths comprise the third floor. Additional highlights include high-end finishes throughout, a finished lower level with mudroom and bonus space for entertaining and recreation, four-car direct access garage and outside space, including a deck off the great room. Close proximity to Coolidge Corner, Universities, medical facilities, shops and public transportation. Property to be completed by early 2022.

Listed by Aurel Garban, Unlimited Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details